Premium
One‐Pot Synthesis of Polysubstituted Pyrroles via Sequential Ketenimine Formation/Ag(I)‐Catalyzed Alkyne Cycloisomerisation Starting from Ylide Adducts
Author(s) -
Xiong Jun,
Mu ZhiYing,
Yao Gang,
Zhang JiaAn,
Feng QiXun,
He HuiTing,
Pang YongLong,
Shi Hang,
Ding MingWu
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000639
Subject(s) - ketenimine , chemistry , ylide , alkyne , isomerization , phosphorane , catalysis , adduct , medicinal chemistry , organic chemistry , combinatorial chemistry
Main observation and conclusion A simple one pot synthesis of polysubstituted pyrroles via ketenimine formation/Ag(I)‐catalyzed alkyne cycloisomerisation has been developed. The easily accessible phosphorane ylide derivatives reacted with isocyanates, producing highly active ketenimines that were then treated with amines, which afforded substituted pyrroles by a 5‐ exo ‐ dig cyclization/isomerization in the presence of a Ag(I) catalyst in good overall yields.